Sodium Hydroxide → HCID 57654546, compound

HRID 1921650Notes

Reaction equation

HRID 1921650 reaction equation
[OH-].[Na+].C([O:5][C:6](=[O:23])[CH:7]([C:13]1[CH:14]=[C:15]2[C:20](=[CH:21][CH:22]=1)[N:19]=[CH:18][N:17]=[CH:16]2)C(OCC)=O)C>CO>[N:19]1[C:20]2[C:15](=[CH:14][C:13]([CH2:7][C:6]([OH:23])=[O:5])=[CH:22][CH:21]=2)[CH:16]=[N:17][CH:18]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 57654527HCID 57654527, compound

Product 1

HCID 57654546HCID 57654546, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Sodium hydroxide [2M] (0.77 mL) was added to a solution of 2-quinazolin-6-yl-malonic acid diethyl ester (0.20 g, 0.77 mmol) in methanol (10 mL) and stirred at room temperature for several hours. The reaction was evaporated, ethyl acetate was added and then 1N HCl was added dropwise until the compound went into the organic layer. The organic layer was evaporated to give 0.123 g (85%) of quinazolin-6-yl-acetic acid. 1H NMR (400 MHz, DMSO-d6) δ 9.56 (s, 1H), 9.26 (s, 1H), 7.95 (m, 3H), 3.85 (s, 2H).

Workup

  1. customThe reaction was evaporated
  2. additionethyl acetate was added
  3. addition1N HCl was added dropwise until the compound
  4. customThe organic layer was evaporated

Sources & evidence

ORD record
ord-f02eee87c62b49b1bb788266ff672fdf
Source dataset
uspto-grants-2012_05
Patent number
US08173654B2

Reaction notes

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